The Outlier Trading Podcast

Outlier Trading
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Dec 10, 2025 • 1h 9min

Agustin Lebron: Jane Street Trader on Why You Should Trade | the Outlier Podcast

Agustin Lebron, an experienced trader from Jane Street and author of 'Laws of Trading,' shares his insights on the trading world. He discusses why most people shouldn't trade due to steep competition and institutional advantages. Agustin highlights the hidden costs of trading and the importance of conservative sizing. He also delves into the role of AI in trading and the need for continuous strategy improvement. Additionally, he warns against predatory trading courses, advocating for better practices and mentorship for aspiring traders.
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Dec 3, 2025 • 1h 3min

Doomberg: The Energy Revolution is Here | The Outlier Podcast

💡Trade alongside Erik and level up your strategy inside the Outlier Pro Community—get exclusive weekly livestreams, private chat access, market & trade analysis, and more. https://www.patreon.com/OutlierTrading▬ RESOURCES► Free Guide for Beginner Options Traders. https://www.outliertrading.io/guide► Join the FREE Outlier Community. https://www.patreon.com/c/outliertrading/chats► Subscribe to the Outlier Insights Newsletter. https://outliertrading.substack.com/► Listen to the Outlier Podcast. https://www.youtube.com/playlist?list=PLAFDZ3YyC4rSe9h-s9XvtxktSm16-7-9L▬ DISCOUNTS► 50% off Options Omega Backtesting. https://optionomega.com/register/esinvests►50% off the ORATS Platform and Tool Suite! https://orats.com/esinvests► Barchart Premium - Try for Free. https://www.barchart.com/get-barchart-premier?fpr=xaiek► 5% off Unusual Whales Options Flow Platform. http://unusualwhales.com/referral#esinvests▬ VIDEO NOTES#optionstradingDoomberg Website. https://newsletter.doomberg.com/Classics Read Aloud. https://newsletter.doomberg.com/p/classics-read-aloud▬ DISCLAIMERThe content presented is for informational purposes only and any opinions, news, research, analyses, or other information contained are provided as general market commentary and do not constitute investment advice. Outlier Trading, its affiliates, and employees are not responsible for any investment decisions made based on the information presented. Outlier Trading does not guarantee the accuracy, completeness, or reliability of any information presented and is not liable for any losses or damages arising from the use of or reliance on this information. By accessing this content, you acknowledge and agree to these disclosures and terms of use.
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Nov 26, 2025 • 1h 20min

Andrew Mack on Retail Options Trading | The Outlier Podcast

Andrew Mack, an options trader and author, dives into the intricacies of retail options trading, sharing his insights on market mechanics and trading psychology. He discusses the fading dynamics of market-on-close trading, and how to identify and test strategies for long and short volatility. Andrew emphasizes the importance of continuous observation and data analysis, while also warning against trading biases and the risk of social consensus. He even draws parallels between trading stress and high-intensity careers, providing advice on both mental and physical preparation for challenges.
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15 snips
Nov 12, 2025 • 1h 7min

Euan Sinclair on Retail vs Institutional Trading | The Outlier Podcast

In this engaging discussion, Euan Sinclair, an experienced former institutional/options market maker and author, illuminates the stark differences between retail and institutional trading. He shares insights on how institutional traders think about risk and loss, emphasizing the importance of discipline and structured strategies. Euan also cautions against relying on short-term P&L for evaluating strategies and offers practical methods for managing psychological challenges. He advises traders on sizing positions wisely and recognizing opportunities in market extremes.
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Nov 11, 2025 • 59min

Can Beginners Really Trade Like Pros? | The Outlier Podcast Unplugged Ep2

Trey J, a community member and trading enthusiast, shares his insights on navigating the market as a beginner. He and Erik dive into the impacts of government shutdown news on market stability and the nuances of delayed data affecting volatility. They explore common pitfalls in trading earnings and discuss how to define 'normal' market behavior. Erik emphasizes the importance of developing intuition through consistent observation and focusing on process over daily profits, offering practical tools for traders at all levels.
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Nov 7, 2025 • 1h 19min

Kris Abdelmessih on the Volatility Secrets Nobody Talks About!

In this discussion, Kris Abdelmessih, an options and volatility expert who shares insights on his MoonTower Substack, dives deep into the unpredictable world of volatility. He explains why longer-dated options carry a risk premium and demystifies the concept of 'at-the-forward' pricing. Kris also explores the quirks of delta metrics, revealing why they sometimes don't add up. He emphasizes the importance of intuition versus models in trading strategies, especially in zero-DTE scenarios, and highlights how cognitive biases affect traders' beliefs. It's a must-listen for traders looking to sharpen their strategies!
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Oct 24, 2025 • 44min

David Hunter on Why Gold is Skyrocketing Right Now | The Outlier Podcast

💡Trade alongside Erik and level up your strategy inside the Outlier Pro Community—get exclusive weekly livestreams, private chat access, market & trade analysis, and more. https://www.patreon.com/OutlierTrading▬ RESOURCES► Free Guide for Beginner Options Traders. https://www.outliertrading.io/guide► Join the FREE Outlier Community. https://www.patreon.com/c/outliertrading/chats► Subscribe to the Outlier Insights Newsletter. https://outliertrading.substack.com/► Listen to the Outlier Podcast. https://www.youtube.com/playlist?list=PLAFDZ3YyC4rSe9h-s9XvtxktSm16-7-9L▬ DISCOUNTS► 50% off Options Omega Backtesting. https://optionomega.com/register/esinvests►50% off the ORATS Platform and Tool Suite! https://orats.com/esinvests► Barchart Premium - Try for Free. https://www.barchart.com/get-barchart-premier?fpr=xaiek► 5% off Unusual Whales Options Flow Platform. http://unusualwhales.com/referral#esinvests▬ VIDEO NOTES#optionstradinghttps://x.com/DaveHcontrarian▬ DISCLAIMERThe content presented is for informational purposes only and any opinions, news, research, analyses, or other information contained are provided as general market commentary and do not constitute investment advice. Outlier Trading, its affiliates, and employees are not responsible for any investment decisions made based on the information presented. Outlier Trading does not guarantee the accuracy, completeness, or reliability of any information presented and is not liable for any losses or damages arising from the use of or reliance on this information. By accessing this content, you acknowledge and agree to these disclosures and terms of use.
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Oct 22, 2025 • 57min

Why Tom Sosnoff Left tastylive & What’s Coming Next | The Outlier Podcast

💡Trade alongside Erik and level up your strategy inside the Outlier Pro Community—get exclusive weekly livestreams, private chat access, market & trade analysis, and more. https://www.patreon.com/OutlierTrading▬ RESOURCES► Free Guide for Beginner Options Traders. https://www.outliertrading.io/guide► Join the FREE Outlier Community. https://www.patreon.com/c/outliertrading/chats► Subscribe to the Outlier Insights Newsletter. https://outliertrading.substack.com/► Listen to the Outlier Podcast. https://www.youtube.com/playlist?list=PLAFDZ3YyC4rSe9h-s9XvtxktSm16-7-9L▬ DISCOUNTS► 50% off Options Omega Backtesting. https://optionomega.com/register/esinvests►50% off the ORATS Platform and Tool Suite! https://orats.com/esinvests► Barchart Premium - Try for Free. https://www.barchart.com/get-barchart-premier?fpr=xaiek► 5% off Unusual Whales Options Flow Platform. http://unusualwhales.com/referral#esinvests▬ VIDEO NOTES#optionstradinghttps://lossdog.com/▬ DISCLAIMERThe content presented is for informational purposes only and any opinions, news, research, analyses, or other information contained are provided as general market commentary and do not constitute investment advice. Outlier Trading, its affiliates, and employees are not responsible for any investment decisions made based on the information presented. Outlier Trading does not guarantee the accuracy, completeness, or reliability of any information presented and is not liable for any losses or damages arising from the use of or reliance on this information. By accessing this content, you acknowledge and agree to these disclosures and terms of use.
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4 snips
Oct 1, 2025 • 41min

Tom Sosnoff Unfiltered: Success Rate of Options Traders | The Outlier Podcast

Tom Sosnoff, a seasoned options trader and co-founder of tastytrade, shares insights on trading dynamics and market behavior. He discusses how bond movements shape Federal Reserve decisions and warns against the dangers of politicizing the Fed. Tom highlights the shifting correlations between assets like stocks and gold, and emphasizes a risk-averse approach in his portfolio. He also explains his strategies for managing earnings trades and stresses the importance of discipline over chasing high-risk rewards in trading.
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11 snips
Sep 14, 2025 • 1h 19min

Euan Sinclair: Can You Predict the Next Big Market Move?

Euan Sinclair, a quant trader and volatility expert, shares his insights on market predictions and the current behavior of the VIX. He discusses the rise of leveraged ETFs and the risks they pose for long-term traders. Euan highlights effective trading strategies, such as delta-hedging and managing rebalancing costs. He emphasizes the importance of mental models and understanding market psychology while cautioning against overconfidence. Finally, he explores the complexities of volatility trading and the factors impacting options pricing.

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